Formate-Mediated C–C Coupling of Aryl/Vinyl Halides and Triflates: Carbonyl Arylation and Reductive Cross-Coupling

Catalytic methods for the intermolecular formate-mediated C-C coupling of Csp<sup>2</sup>-X pronucleophiles beyond reductive Heck reactions (alkene hydroarylations) are catalogued. These methods include transfer hydrogenative reductive couplings of aryl/vinyl halides or triflates to carbonyl compounds (Grignard/NHK-type reactions), as well as reductive cross-couplings of two aryl/vinyl halide or triflate partners. These studies demonstrate that reactions traditionally associated with discrete Csp<sup>2</sup> carbanions can be rendered catalytic and free from premetalated reagents or metallic reductants using sodium or potassium formate - abundant, low molecular weight sources of hydrogen.

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Publication Details

Journal
ACS Catalysis
Published
2025-05-02
DOI
https://doi.org/10.1021/acscatal.5c01994
Citations
3
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
1.61

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article

Formate-Mediated C–C Coupling of Aryl/Vinyl Halides and Triflates: Carbonyl Arylation and Reductive Cross-Coupling

Yu-Hsiang Chang, Weijia Shen, Michael J. Krische, Yoon Cho
3 citations
ACS Catalysis
Asymmetric Hydrogenation and Catalysis
1.61
article

Formate-Mediated C–C Coupling of Aryl/Vinyl Halides and Triflates: Carbonyl Arylation and Reductive Cross-Coupling

Yu-Hsiang Chang, Weijia Shen, Michael J. Krische, Yoon Cho
article en
3 citations

Abstract

Catalytic methods for the intermolecular formate-mediated C-C coupling of Csp<sup>2</sup>-X pronucleophiles beyond reductive Heck reactions (alkene hydroarylations) are catalogued. These methods include transfer hydrogenative reductive couplings of aryl/vinyl halides or triflates to carbonyl compounds (Grignard/NHK-type reactions), as well as reductive cross-couplings of two aryl/vinyl halide or triflate partners. These studies demonstrate that reactions traditionally associated with discrete Csp<sup>2</sup> carbanions can be rendered catalytic and free from premetalated reagents or metallic reductants using sodium or potassium formate - abundant, low molecular weight sources of hydrogen.

ACS CatalysisVol. 15(10)
The University of Texas at Austin (US)
Welch Foundation, National Institute of General Medical Sciences
Openalex Percentile: Top 17%
Asymmetric Hydrogenation and Catalysis
1.61
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Formate-Mediated C–C Coupling of Aryl/Vinyl Halides and Triflates: Carbonyl Arylation and Reductive Cross-Coupling — Yu-Hsiang Chang, Weijia Shen, et al. · ACS Catalysis (2025) | TGRS Research Map | TGRS